Methyl 2-(hexadecyloxy)-4-methyl-6,7-dihydro-1,3,2-dioxaphosphepine-5-carboxylate 2-oxide

ID: ALA3401168

PubChem CID: 118728280

Max Phase: Preclinical

Molecular Formula: C23H43O6P

Molecular Weight: 446.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOP1(=O)OCCC(C(=O)OC)=C(C)O1

Standard InChI:  InChI=1S/C23H43O6P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-27-30(25)28-20-18-22(21(2)29-30)23(24)26-3/h4-20H2,1-3H3

Standard InChI Key:  UQUOYRVMTVUYSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.6852   -0.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0435   -2.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238   -1.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351    3.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0698   -0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5664   -0.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124    0.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9091    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550    1.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2517    1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0977    3.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5943    2.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4403    4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9370    4.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7830    5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2796    5.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1256    6.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6222    6.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4682    7.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6649    7.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    5.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  6  2  0
  1  3  1  0
  3  4  1  0
  7  5  1  0
  4  5  1  0
  6  7  1  0
  8  9  1  0
  9  6  1  0
  3 10  2  0
  3 11  1  0
  2 12  1  0
  9 13  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3401168

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 446.57

Molecular Weight (Monoisotopic): 446.2797

AlogP: 7.48

#Rotatable Bonds: 17

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.08

CX LogD: 7.08

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.13

Np Likeness Score: 0.32

References

1. Vasilieva E, Dutta S, Malla RK, Martin BP, Spilling CD, Dupureur CM..  (2015)  Rat hormone sensitive lipase inhibition by cyclipostins and their analogs.,  23  (5): [PMID:25678014] [10.1016/j.bmc.2015.01.028]

2. Cavalier JF, Spilling CD, Durand T, Camoin L, Canaan S..  (2021)  Lipolytic enzymes inhibitors: A new way for antibacterial drugs discovery.,  209  [PMID:33071055] [10.1016/j.ejmech.2020.112908]

3. Addison W, Frederickson M, Coyne AG, Abell C..  (2022)  Potential therapeutic targets from Mycobacterium abscessus (Mab): recently reported efforts towards the discovery of novel antibacterial agents to treat Mab infections.,  13  (4.0): [PMID:35647542] [10.1039/d1md00359c]

Source

Source(1):

• Scientific Literature